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Cyclobutane-1,3-dione

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Identification
Molecular formula
C4H4O2
CAS number
3970-76-9
IUPAC name
cyclobutane-1,3-dione
State
State

At room temperature, cyclobutane-1,3-dione is typically in a solid state. It forms crystalline structures that can be handled under normal laboratory conditions.

Melting point (Celsius)
56.00
Melting point (Kelvin)
329.15
Boiling point (Celsius)
184.00
Boiling point (Kelvin)
457.15
General information
Molecular weight
84.07g/mol
Molar mass
84.0730g/mol
Density
1.3060g/cm3
Appearence

Cyclobutane-1,3-dione is a solid crystalline compound, which generally appears as a white solid. It is a diketone derived from cyclobutane and is known for forming stable crystalline structures.

Comment on solubility

Solubility of Cyclobutane-1,3-dione

Cyclobutane-1,3-dione, with the chemical formula C4H6O2, displays some interesting solubility characteristics that are worth noting.

Key Points of Solubility

  • Polarity: The presence of two carbonyl (C=O) groups in cyclobutane-1,3-dione increases its polarity, which enhances its solubility in polar solvents.
  • Solubility in Water: Cyclobutane-1,3-dione is moderately soluble in water due to the ability of the carbonyl groups to engage in hydrogen bonding with water molecules.
  • Alternative Solvents: It is also soluble in organic solvents such as ethanol and acetone, making it compatible for various laboratory applications.

In summary, cyclobutane-1,3-dione demonstrates a balanced solubility profile influenced by its molecular structure. It readily dissolves in both polar and some organic solvents, making it a versatile compound in chemical settings.

Interesting facts

Interesting Facts about Cyclobutane-1,3-Dione

Cyclobutane-1,3-dione is a fascinating compound that showcases the unique properties of cyclic ketones. Here are some intriguing aspects of this compound:

  • Cyclic Structure: Cyclobutane-1,3-dione features a four-membered ring, making it one of the smaller cyclic diones. Its unique ring strain can lead to interesting reactivity patterns that are not typically observed in acyclic compounds.
  • Reactivity: Cyclobutane-1,3-dione is known for participating in various chemical reactions. The presence of two carbonyl groups (C=O) influences its reactivity, making it a versatile intermediate in organic synthesis. This compound can undergo nucleophilic addition and cycloaddition reactions effectively, which is valuable in creating more complex structures.
  • Applications: In the realm of organic chemistry, cyclobutane-1,3-dione acts as an important building block for synthesizing pharmaceuticals and agrochemicals. Its derivatives are explored for potential biological activities, engaging the interest of scientists in medicinal chemistry.
  • Isomerism: Cyclobutane-1,3-dione can exist in different tautomeric forms due to the presence of keto and enol forms. This tautomeric behavior is crucial in understanding its chemical properties and reactivity.
  • Historical Context: The synthesis and study of cyclobutane-1,3-dione provide insights into the evolving field of organic chemistry. It has been a subject of interest since its discovery, and its unique properties continue to challenge and inspire researchers.

In summary, cyclobutane-1,3-dione is not just another cyclic compound; it demonstrates the extraordinary diversity of organic chemistry through its reactivity, applications, and intriguing structure. As scientists explore its potential further, this compound might reveal even more secrets, making it a staple in the toolkit of chemists.

Synonyms
Cyclobutane-1,3-dione
15506-53-3
DTXSID80165803
DTXCID6088294
1,3-CYCLOBUTANEDIONE
MFCD00274528
1,3 cyclobutanedione
SCHEMBL1431864
SCHEMBL2707260
SCHEMBL7638036
PZQGSZRQKQZCOJ-UHFFFAOYSA-N
AKOS017516558
SY232868
EN300-99425
G85564